(3R,4R,5E,7S)-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene

Base Information

Chemical Name:(3R,4R,5E,7S)-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene
CAS No.:186895-56-7
Molecular Formula:C₂₄H₄₀OSi
Molecular Weight:372.666
Hs Code.:

Synonyms:(3R,4R,5E,7S)-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene

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Chemical Property of (3R,4R,5E,7S)-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene

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Technology Process of (3R,4R,5E,7S)-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene

There total 11 articles about (3R,4R,5E,7S)-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

: 253156-61-5
(1Z,3R,4R,5E,7S)-1-chloro-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene

: 186895-56-7
(3R,4R,5E,7S)-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene

Guidance literature:: With ammonia; lithium; In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1055/s-2002-19806

Reference yield: 95.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 186895-55-6
(3R,4R,5E,7S)-3,5,7-trimethyl-9-phenyl-1,5-nonadien-4-ol

: 186895-56-7
(3R,4R,5E,7S)-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 23 ℃; for 12h;
DOI:10.1021/ol048905v

Reference yield:

: 186895-54-5
(2E,4S)-2,4-dimethyl-6-phenyl-2-hexen-1-al

: 186895-56-7
(3R,4R,5E,7S)-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene

Guidance literature:: Multi-step reaction with 3 steps

1: 53 percent / petroleum ether / 25 °C

2: 72 percent / lutidine / CH₂Cl₂ / 0 °C

3: 99 percent / lithium / liquid ammonia / -78 °C

With lutidine; lithium; In dichloromethane; ammonia; Petroleum ether;
DOI:10.1021/ol990944x